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DEVELOPMENT OF ALDOL CONDENSATION REACTIONS ON CELLULOSE CHROMATOGRAPHY PAPER SUPPORT

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Author(s): Liliana E. Luna | Maitena Martínez | Denis N. Prada | Raquel M. Cravero

Journal: Avances en Ciencias e Ingeniería
ISSN 0718-8706

Volume: 2;
Issue: 4;
Start page: 119;
Date: 2011;
Original page

Keywords: carbonyl group | aldol condensation | solid support | cellulose

ABSTRACT
In this paper some reactions on cellulose solid support are developed for students of Organic Chemistry of the second year of the following careers: Biochemistry, Pharmacology, Chemistry and Bachelor’s Degree in Biotechnology. The analyzed reactions were those of Claisen-Schmidt between cyclohexanone and benzaldehyde in basic medium for the synthesis of 2,6-dibenzylidene-cyclohexanone and aldolic reaction of acetone with benzaldehyde in basic medium, to prepare 4-hydroxy-4-phenyl-butanone. The products are isolated allowing their identification for a thin layer of chromatography, 1H-NMR and IR spectroscopy and they are also compared with the products obtained by the traditional method in solution. This simple and efficient methodology that was tested in groups of second year students of this Faculty allows the integration of the topics aldehydes, ketones and enolates learned earlier, in line with IR spectroscopy and 1H-NMR in a given chemical transformation.
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